INVERSION OF REGIOSELECTIVITY IN REACTIONS OF DIOLS THROUGH THE USE OF HEXAMETHYLENESTANNYLENE ACETALS AS INTERMEDIATES

被引：8

作者：

GRINDLEY, TB

KONG, XQ

机构：

[1] Department of Chemistry, Dalhousie University, Halifax

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(00)73960-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hexamethylenestannylene acetals obtained from a variety of carbohydrate-derived terminal 1,2-diols give good to excellent regioselectivity for tosylation at the secondary oxygen. In contrast, non-cyclic dialkylstannylene acetals react mainly at the primary oxygen. These results are attributed to the greater stability of the dominant stannylene acetal dimers for hexamethylenestannylene acetals.

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页码：5231 / 5234

页数：4

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